Hotels with Pool & Resorts in Chester from NZ$187

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Check availability on Chester Hotels with Pool

Our top choices for Chester hotels with a pool

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary promises relaxation near LEGOLAND, with loungers for post-adventure unwinding.
The price is NZ$245
includes taxes & fees
17 May - 18 May
Holiday Inn Express Hotel & Suites Chester by IHG

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233 reviews)
  • cleanliness
    Dive into summer fun at this bed & breakfast's refreshing outdoor pool, surrounded by garden views.
The price is NZ$409
includes taxes & fees
25 May - 26 May
The Dominion House Bed & Breakfast

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very good, (1,010 reviews)
  • cleanliness
    Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.
The price is NZ$218
includes taxes & fees
28 May - 29 May
Courtyard by Marriott Middletown Goshen

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.
The price is NZ$218
includes taxes & fees
28 May - 29 May
Hampton Inn by Hilton Middletown

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (41 reviews)
  • cleanliness
    Splash into aquatic adventures at this family retreat with an outdoor pool, playful toys, and refreshing waters.
The price is NZ$730
includes taxes & fees
28 May - 29 May
LEGOLAND Hotel NEW York

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,000 reviews)
  • cleanliness
    Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails.
The price is NZ$294
includes taxes & fees
26 May - 27 May
Overlook Lodge at Bear Mountain

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very good, (1,008 reviews)
  • cleanliness
    Dive into this indoor pool oasis with aquatic fun that awaits year-round, just minutes from Stewart Airport and West Point.
The price is NZ$187
includes taxes & fees
31 May - 1 June
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (618 reviews)
  • cleanliness
    Take a dip in the seasonal outdoor pool, a refreshing retreat with mountain views.
The price is NZ$217
includes taxes & fees
25 May - 26 May
Days Inn by Wyndham Wurtsboro

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Seasonal outdoor pool offers refreshing dips during warm summer months in Goshen.
The price is NZ$288
includes taxes & fees
25 May - 26 May
Fairfield Inn & Suites by Marriott Goshen Middletown

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Comfort suites with indoor pool oasis makes relaxation a year-round affair in Fishkill.
The price is NZ$202
includes taxes & fees
10 June - 11 June
Comfort Suites Fishkill near Interstate 84
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Choose what matters most at hotels with a pool in Chester

Top Chester Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Chester?
Holiday Inn Express Hotel & Suites Chester by IHG: Hotel located near LEGOLAND® New York. Features on-the-go, a pool and complimentary high-speed (wired) Internet access. Studio 6 Extended Stay Fishkill Route 9 NY: Provides continental, an indoor pool and complimentary high-speed (wired) Internet access. Sleep Inn & Suites Middletown - Goshen: Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool and a snack bar/deli. Overlook Lodge at Bear Mountain: Features a snack bar/deli, a pool and free self parking. Sonesta Simply Suites Nanuet: Offers daily, an indoor pool and free self parking.
What is there to see and do in Chester?
Make a point to visit attractions such as The Rock Sports Complex and Castle Fun Center. Discover sights such as Museum Village and Goosepond Mountain State Park during your stay. The restaurants and shopping are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Chester?
You may want to consider a place to stay that has an outdoor pool if you plan to visit Chester in the hottest months of July, August or June, when the average temp is 21°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temperature is 0°C.